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Usage

Uses

Used in Pharmaceutical Industry:
m-PEG4-benzaldehyde is used as a molecular linker for improving the solubility of drugs in aqueous solutions, which is crucial for the development of effective pharmaceutical formulations.
Used in Cancer Therapy:
m-PEG4-benzaldehyde is used as a component in the development of biotin-decorated NIR (near-infrared) absorbing nanosheets for targeted photodynamic cancer therapy. This application leverages the molecule's ability to enhance solubility and facilitate the targeted delivery of therapeutic agents to cancer cells, improving the efficacy of treatment and reducing side effects on healthy tissues.

Upstream product

• 62921-74-8 2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate 
• 123-08-0 4-hydroxy-benzaldehyde 
• 74654-05-0 8-methoxy-1-(methylsulfonyl)oxy-3,6-dioxaoctane 
• 112-35-6 triethylene glucol monomethyl ether 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 72593-77-2 3,6,9-trioxadecyl bromide 

Downstream Products

• 22112-83-0 5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin 

Relevant academic research and scientific papers

Synthesis and characterization of trans-di-(4-pyridyl)porphyrin dimers

Preparation and characterization of a small library of symmetric trans-di(4-pyridyl)porphyrin dimers, obtained by either Glaser-Hay or Sonogashira coupling reactions from appropriately prepared trans-di-4-pyridylporphyrin precursors, is presented. The porphyrin dimers are differentiated by a phenyl-alkynyl bridge of increasing length at one meso-position, while for all the derivatives the two remaining opposite meso-positions are tailored with a phenyl moiety bearing a short polyether chain. Coordination of the four pyridyl groups with appropriate metal fragments may be exploited to construct tubular hollow structures, with varied internal sizes, depending on the choice of the porphyrin dimer component.

Reductive alkylation of proteins using iridium catalyzed transfer hydrogenation

An efficient transition metal catalyzed procedure for the reductive alkylation of proteins has been developed. Imines formed from the condensation of aldehydes (1 mM) with lysine residues and the N-terminus can be reduced efficiently by a [Cp*Ir(4,4′-dime

Development and characterization of nanoparticles prepared from the mixture of triterpenoids and amphiphilic meso-arylporphirins

The mixture of triterpenoids from birch bark and amphiphilic meso-arylprophyrins was used to develop spherical amorphous nanoparticles. The nanoparticles were studied with the methods of electron microscopy, dynamic light scattering, UV spectroscopy, and

Photogeneration of Singlet Oxygen by Tetra(p-Hydroxyphenyl)porphyrins Modified with Oligo- and Polyalkylene Oxides

Abstract: Mono- and diethylene oxide derivatives of tetra(p-hydroxyphenyl)porphyrin (THPP) with different conformation states are synthesized. These compounds exhibit high photosensitization activity in the generation of singlet oxygen in organic and aque

Synthesis of asymmetric tetraarylporphyrins and their ytterbium complexes

The synthesis of asymmetric meso-aryl-substituted porphyrins containing three 4-methoxycarbonylphenyl groups, and 4-hydroxyphenyl or 4-hydroxy-3-methoxyphenyl radicals or isomeric 3-and 4-pyridyl radicals as a forth substitute, is described. 4-Oxyalkyl derivatives are obtained. The ytterbium complexes of these porphyrins have been synthesized, and their spectral luminescence properties have been studied. A significant difference in the lifetimes of the excited state of ytterbium complexes of the esters and acids of asymmetric porphyrins has been shown. Pleiades Publishing, Ltd., 2011.

Biotin-decorated NIR-absorbing nanosheets for targeted photodynamic cancer therapy

Targeted photodynamic therapy (PDT) is one of the promising approaches for the selective killing of cancerous cells without affecting the normal cells, and hence designing new strategies for targeted PDT is extremely important. Herein we report the design and synthesis of a new class of nanosheets derived from the self-assembly of the iodo-BODIPY-biotin conjugate as a photosensitizer for targeted PDT applications. The nanosheet exhibits a high extinction coefficient in the NIR region, high singlet oxygen efficiency, no toxicity in the dark and cell targeting ligands (biotin) on the surface, which are necessary features required for an ideal photosensitizer. Overexpression of sodium-dependent multivitamin transporters (SMVTs) in HeLa and A549 (biotin receptor positive cell lines) is explored for the selective uptake of the nanophotosensitizer through receptor mediated endocytosis (interaction between biotin and SMVT). Control experiments using a biotin receptor negative cell line (WI-38) are also carried out to confirm that the specific interaction between the SMVTs and biotin is mainly responsible for the selective uptake of the photosensitizer. Efficient killing of cancerous cells is demonstrated upon light irradiation through the generation of singlet oxygen and other reactive oxygen species around the cellular environment.

An Ethacrynic Acid-Brominated BODIPY Photosensitizer (EA-BPS) Construct Enhances the Lethality of Reactive Oxygen Species in Hypoxic Tumor-Targeted Photodynamic Therapy

Despite being a clinically approved intervention for cancer, photodynamic therapy (PDT) still suffers from limitations. Prime among these is a therapeutic response that is mostly oxygen dependent. This limits the utility of PDT in treating hypoxic tumors

Fluorescent multi-component polymer sensors for the sensitive and selective detection of Hg2+/Hg+ions: Via dual mode fluorescence and colorimetry

Multi-component polymers (MCPs) incorporate multiple components into the main chain or pendant group and have special functions. In this work, the small-molecule fluorescent boron-dipyrromethene (BODIPY), with ester groups and/or alkoxyl long chains, was synthesized first. Then, this small-molecule BODIPY and the components containing CC bonds (HD and PD) were reacted via the Heck coupling reaction to obtain macromolecular probes that perform different functions. With the help of ester groups and alkoxyl "tail", polymers MCP1 and MCP2 were soluble in a variety of water-miscible organic solvents. Moreover, MCP3 and MCP4 were completely soluble in water. These macromolecular probes showed sensitive and selective recognition toward Hg2+/Hg+ because of the introduced components (HD and PD) containing CC bonds. After binding to Hg2+/Hg+, MCP1 and MCP2 demonstrated fluorescence quenching and color changes, which allowed the dual-channel specific detection of Hg2+/Hg+. Compared with the probes containing HD, the probes containing PD showed higher sensitivity, and the good recognition ability caused the detection limit to be as low as 0.32 μM, which may be due to the "molecular wire"mechanism. The small-molecule components with different functional groups were polymerized into fluorescent polymer materials. This methodology endows the polymer probe with good solubility and high sensitivity, and the as-prepared polymers could sense metal ions in aqueous environments. This journal is

A tumor-targeted Photodynamic therapeutic compound

The present invention relates to a tumor targeting photodynamic therapeutic agent containing a compound represented by chemical formula 1. The compound according to the present invention can significantly improve cancer treatment efficiency.COPYRIGHT KIPO 2019

Porphyrin derivative having hydrophilic group and hydrophobic group, and process for preparing the same

The present invention provides a porphyrin derivative having a hydrophilic polyethylene glycol group and a hydrophobic alkyl group, and a method for preparing the same. The porphyrin derivative of the present invention is excellent in anoxic oxygen produc